My 5 Step Program to Regain My Investing Chops

A few years ago, I pretty much dropped out of everything but running my startup, BuysideFX. That’s now over ;^(    and now I’m itching to get back to investing in early stage companies. But I’m rusty. Real rusty. When I was running BuysideFX, I felt a duty to my investors not to be wasting braincycles on any other startups, and so now I feel out of it: I’m outside of the latest thinking, out of the good deal flow, out … Read More

Angel Heaven: Building the Ultimate Syndicate Vehicle

Continuing my recent onslaught on articles about angel syndicates. (Last one before I go back to hibernation.) Here is my dream wish list for the ultimate angel investing vehicle.

The Killer Angel Vehicle combines the best of institutional asset management with ease of shopping on Amazon. Let’s have an instrument that delivers filtering, scale, governance, diversification, benchmarking, standard documentation, access, and actionable low cost passive indices. Oh yeah, and make it easy. And easily transferable in a secondary market.

I … Read More

It’s Wayne’s World! Party On, Excellent Syndicate!

Wayne is IN! And I’m thrilled to be along for the ride. Details below.

Let’s start with some non-controversial startup investment logic:

1)   Critical elements to successful startup investing are staying on top of technology trends and having access to good deals

2)   Smart entrepreneurs seek out as advisors/investors those successful role models who they can relate to (i.e., are the same age, travel same circles, have friends in common, etc.)

3)   I have a limited amount of connections and … Read More

Why I’m Switching Over to @AngelList Syndicates

As hinted in the previous post, I’m changing tactics, even though I haven’t changed startup investing philosophy.  I’m cutting down the pace of individual company investments at least by half and probably more, even though I’m increasing the overall total of the investments (courtesy of @Crashlytics and Twitter). The difference: I’m farming out the work.

Time Frame           Angel Companies/% Money        Commingled Funds/% Money

Last 4 years                      55 deals/85%                         3 funds (80 positions)/15%

Next few years                  5 a year/ 25%                         9-10 … Read More

New Angel Blogger: Yosko!

Ben Yoskovitz has cranked up his Instigator Blog, and you can tell it’s a hit by the people reading and commenting, like early stage investors Dharmesh Shah, Fred Destin of Atlas, Mark MacLeod of Real Ventures, and Helge Seetzen of Tandem Launch. This week Ben wrote a retrospective on his first 9 months as an angel investor, listing 14 observations. (Only 81 short of Martin Luther’s 95 Theses–perhaps Ben launches the Angel Reformation … Read More

Plated–(My Favorite Due Diligence Ever)

For those of you who love to eat, like to cook, and dislike or don’t have time to shop in the market, fasten your seatbelts. Or perhaps loosen your waistbelts. And angels, get ready to loosen the checkbook. Got a new favorite.

I’m fond of TechStars companies (it is such a great filter, with acceptance rates hovering around 1%), and even fonder of repeat, successful entrepreneurs. So when I heard of Plated, a TechStars NYC company where two HBS … Read More

My Favorite Angel Investor I Don’t Know

Apologies for having fallen off the blogging wagon in the last year. I’ve also slowed down the angel investing pace–a little bit because of valuations, but mostly because I’m running another startup, BuysideFX which takes up all my attention. (I’ll tell the story about how I decided to fund that later when we have something big to announce early next year.) Blogging, mentoring, investing, adding value has all dropped off the cliff, but offset by hopefully getting on another rocket … Read More

Even More on AngelList

I co-authored a piece with Dharmesh Shah on 21 Tips for Companies Raising Money from AngelList. Check it out on the OnStartups.com blog. It’s a companion piece to the article from two days ago on the big four benefits for angels on using AngelList. Forgive the lack of links, I’m typing this for the first time via my phone. Will properly fix this tonight when I’m back in front of a laptop.

If you are an angel I know … Read More

AngelList’s Big Four Benefits for Investors

Anyone who regularly reads this column knows I love AngelList. It’s the matchmaker service between promising startups and early stage investors which has revolutionized angel and maybe even VC investing.  There has been a slew of recent articles on AL, including good ones from Venture Hacks, Venture Beat, and BostInnovation.  But while there are a few guides on how to hack AngelList from a startup’s point of view, almost nothing exists for angels looking to get … Read More